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Merck

A1737

A922500

synthetic (organic), >95% (HPLC), Diacylglycerol acyltransferase inhibitor, powder

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About This Item

Empirical Formula (Hill Notation):
C26H24N2O4
CAS Number:
Molecular Weight:
428.48
MDL number:
UNSPSC Code:
12352204
NACRES:
NA.77
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Product Name

A922500,

biological source

synthetic (organic)

Quality Level

assay

>95% (HPLC)

form

powder

mol wt

Mw 428.5

solubility

DMSO: 10 mg/mL, clear, colorless to greenish-yellow

storage temp.

−20°C

SMILES string

N(c2ccc(cc2)c3ccc(cc3)C(=O)[C@H]4[C@@H](CCC4)C(=O)O)C(=O)Nc1ccccc1

InChI

1S/C26H24N2O4/c29-24(22-7-4-8-23(22)25(30)31)19-11-9-17(10-12-19)18-13-15-21(16-14-18)28-26(32)27-20-5-2-1-3-6-20/h1-3,5-6,9-16,22-23H,4,7-8H2,(H,30,31)(H2,27,28,32)/t22-,23-/m1/s1

InChI key

BOZRFEQDOFSZBV-DHIUTWEWSA-N

Application

A922500 has been used in the inhibition of diacylglycerol acyltransferase (DGAT) in epithelial human breast cancer cell line (MDA-MB-231), digitonin-permeabilized human cancer cells, human myotubes and macrophages.

Biochem/physiol Actions

Diacylglycerol acyltransferase (DGAT-1) inhibitor; IC50 7 to 24 nM
The diacylglycerol acyltransferase (DGAT) 1 inhibitor A922500 was shown to effectively reduce postprandial serum triglyceride levels in rodents at concentrations of 0.03, 0.3 and 3 mg/kg. These results suggest A922500 may have beneficial effects in reducing the risk of cardiovascular disease.

Physical form

A922500 is supplied as a crystalline solid.

Preparation Note

A stock solution may be made by dissolving the A922500 in the solvent of choice. A922500 is soluble in organic solvents such as ethanol, DMSO, and dimethyl formamide (DMF).


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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Lipid droplets induced by secreted phospholipase A2 and unsaturated fatty acids protect breast cancer cells from nutrient and lipotoxic stress
Jarc E, et al.
Biochimica et Biophysica Acta - Molecular and Cell Biology of Lipids, 1863(3), 247-265 (2018)
A specific lipid metabolic profile is associated with the epithelial mesenchymal transition program
Giudetti AM, et al.
Biochimica et Biophysica Acta - Molecular and Cell Biology of Lipids, 1864(3), 344-357 (2019)
Andrew J King et al.
European journal of pharmacology, 637(1-3), 155-161 (2010-04-14)
Postprandial serum triglyceride concentrations have recently been identified as a major, independent risk factor for future cardiovascular events. As a result, postprandial hyperlipidemia has emerged as a potential therapeutic target. The purpose of this study was two-fold. Firstly, to describe